ACCESSION: MSBNK-NaToxAq-NA003697
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 100%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2329
CH$NAME: Brucine
CH$NAME: (-)-Brucine
CH$NAME: (4aR,5aS,8aR,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C23H26N2O4
CH$EXACT_MASS: 394.1893
CH$SMILES: COc1cc2c(cc1OC)N3C4[C@]25CCN6[C@H]5C[C@@H]7[C@H]4C(CC3=O)OCC=C7C6
CH$IUPAC: InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18?,19-,21-,22?,23+/m0/s1
CH$LINK: CAS
357-57-3
CH$LINK: CHEBI
91694
CH$LINK: PUBCHEM
CID:9649
CH$LINK: INCHIKEY
RRKTZKIUPZVBMF-PLNGPGDESA-N
CH$LINK: CHEMSPIDER
9270
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.946 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 395.1964
MS$FOCUSED_ION: PRECURSOR_M/Z 395.1965
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.14.1
PK$SPLASH: splash10-03kj-1890000000-d5c84586ab5ec7d7f8f6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0543 C5H7+ 1 67.0542 0.78
77.0387 C6H5+ 1 77.0386 1.4
79.0543 C6H7+ 1 79.0542 0.33
80.0495 C5H6N+ 1 80.0495 0.41
81.0573 C5H7N+ 1 81.0573 -0.3
81.0699 C6H9+ 1 81.0699 0.04
82.065 C5H8N+ 1 82.0651 -1.29
91.0542 C7H7+ 1 91.0542 0.21
93.0574 C6H7N+ 1 93.0573 1.27
93.0699 C7H9+ 1 93.0699 0.09
94.0652 C6H8N+ 1 94.0651 0.51
96.0808 C6H10N+ 1 96.0808 0.03
105.0449 C6H5N2+ 1 105.0447 1.99
105.0701 C8H9+ 1 105.0699 1.94
106.0652 C7H8N+ 1 106.0651 0.73
108.0809 C7H10N+ 1 108.0808 1.37
115.0541 C9H7+ 1 115.0542 -0.68
117.07 C9H9+ 1 117.0699 0.71
118.0651 C8H8N+ 1 118.0651 -0.49
122.06 C7H8NO+ 1 122.06 -0.17
129.0698 C10H9+ 1 129.0699 -0.64
130.0651 C9H8N+ 1 130.0651 -0.02
132.0806 C9H10N+ 1 132.0808 -1.05
133.0527 C8H7NO+ 1 133.0522 3.38
134.0603 C8H8NO+ 1 134.06 1.88
142.0654 C10H8N+ 1 142.0651 2
143.0729 C10H9N+ 1 143.073 -0.37
144.0808 C10H10N+ 1 144.0808 0.26
145.0648 C10H9O+ 1 145.0648 0.08
146.0603 C9H8NO+ 1 146.06 1.56
147.0679 C9H9NO+ 1 147.0679 0.29
148.0394 C8H6NO2+ 1 148.0393 0.75
148.0757 C9H10NO+ 1 148.0757 0.28
154.0653 C11H8N+ 1 154.0651 1.15
155.0608 C10H7N2+ 1 155.0604 3.02
155.073 C11H9N+ 1 155.073 0.64
156.0808 C11H10N+ 1 156.0808 0.44
158.0601 C10H8NO+ 1 158.06 0.28
158.073 C11H10O+ 1 158.0726 2.67
159.0675 C10H9NO+ 1 159.0679 -2.22
160.0759 C10H10NO+ 1 160.0757 1.41
162.0549 C9H8NO2+ 1 162.055 -0.36
163.0635 C9H9NO2+ 1 163.0628 4.23
167.0733 C12H9N+ 1 167.073 1.89
168.0811 C12H10N+ 1 168.0808 2.14
169.0525 C11H7NO+ 1 169.0522 1.82
170.0601 C11H8NO+ 1 170.06 0.55
171.068 C11H9NO+ 1 171.0679 1.08
172.0759 C11H10NO+ 1 172.0757 1.16
173.0836 C11H11NO+ 1 173.0835 0.44
174.0549 C10H8NO2+ 1 174.055 -0.48
174.0678 C11H10O2+ 1 174.0675 1.61
176.0702 C10H10NO2+ 1 176.0706 -2.04
178.086 C10H12NO2+ 1 178.0863 -1.42
180.0808 C13H10N+ 1 180.0808 0.35
182.0602 C12H8NO+ 1 182.06 0.8
183.0678 C12H9NO+ 1 183.0679 -0.37
184.0758 C12H10NO+ 1 184.0757 0.37
185.0836 C12H11NO+ 1 185.0835 0.28
186.055 C11H8NO2+ 1 186.055 0.24
186.0911 C12H12NO+ 1 186.0913 -1.03
187.0624 C11H9NO2+ 1 187.0628 -1.88
188.0707 C11H10NO2+ 1 188.0706 0.48
188.1075 C12H14NO+ 1 188.107 2.54
190.0867 C11H12NO2+ 1 190.0863 2.15
191.0724 C14H9N+ 1 191.073 -2.76
192.0656 C10H10NO3+ 1 192.0655 0.26
192.0806 C14H10N+ 1 192.0808 -1.16
193.0889 C14H11N+ 1 193.0886 1.45
194.06 C13H8NO+ 1 194.06 -0.33
194.0963 C14H12N+ 1 194.0964 -0.53
196.0757 C13H10NO+ 1 196.0757 0.21
197.0835 C13H11NO+ 1 197.0835 -0.26
198.0551 C12H8NO2+ 1 198.055 0.55
198.0915 C13H12NO+ 1 198.0913 0.89
199.0629 C12H9NO2+ 1 199.0628 0.85
200.0706 C12H10NO2+ 1 200.0706 -0.08
201.0785 C12H11NO2+ 1 201.0784 0.37
202.0862 C12H12NO2+ 1 202.0863 -0.32
204.0812 C15H10N+ 1 204.0808 1.97
205.0886 C15H11N+ 1 205.0886 0.16
206.0596 C14H8NO+ 1 206.06 -2.25
206.096 C15H12N+ 1 206.0964 -1.84
207.0678 C14H9NO+ 1 207.0679 -0.47
208.0757 C14H10NO+ 1 208.0757 0.25
208.1121 C15H14N+ 1 208.1121 0.07
209.0835 C14H11NO+ 1 209.0835 -0.12
210.0554 C13H8NO2+ 1 210.055 2.31
210.0914 C14H12NO+ 1 210.0913 0.09
211.0627 C13H9NO2+ 1 211.0628 -0.24
212.0708 C13H10NO2+ 1 212.0706 0.91
213.0784 C13H11NO2+ 1 213.0784 -0.25
214.0499 C12H8NO3+ 1 214.0499 0.28
214.0866 C13H12NO2+ 1 214.0863 1.74
216.1019 C13H14NO2+ 1 216.1019 0.08
217.0887 C16H11N+ 1 217.0886 0.27
218.0963 C16H12N+ 1 218.0964 -0.36
219.0681 C15H9NO+ 1 219.0679 0.86
220.0758 C15H10NO+ 1 220.0757 0.36
221.0834 C15H11NO+ 1 221.0835 -0.61
222.0555 C14H8NO2+ 1 222.055 2.65
222.0913 C15H12NO+ 1 222.0913 -0.27
223.1 C15H13NO+ 1 223.0992 3.55
224.0706 C14H10NO2+ 1 224.0706 0.03
224.1063 C15H14NO+ 1 224.107 -2.87
225.0783 C14H11NO2+ 1 225.0784 -0.65
226.0859 C14H12NO2+ 1 226.0863 -1.39
227.0943 C14H13NO2+ 1 227.0941 0.89
228.0654 C13H10NO3+ 1 228.0655 -0.35
228.1016 C14H14NO2+ 1 228.1019 -1.32
229.0733 C13H11NO3+ 1 229.0733 -0.28
230.0958 C17H12N+ 1 230.0964 -2.66
232.0756 C16H10NO+ 1 232.0757 -0.24
233.0834 C16H11NO+ 1 233.0835 -0.44
234.055 C15H8NO2+ 1 234.055 0.12
234.0914 C16H12NO+ 1 234.0913 0.08
235.0995 C16H13NO+ 1 235.0992 1.32
236.0705 C15H10NO2+ 1 236.0706 -0.4
236.107 C16H14NO+ 1 236.107 0.02
238.0862 C15H12NO2+ 1 238.0863 -0.08
240.0656 C14H10NO3+ 1 240.0655 0.21
240.1023 C15H14NO2+ 1 240.1019 1.64
244.0968 C14H14NO3+ 1 244.0968 -0.04
246.0557 C16H8NO2+ 1 246.055 3.08
246.0914 C17H12NO+ 1 246.0913 0.19
247.0637 C16H9NO2+ 1 247.0628 3.56
247.0987 C17H13NO+ 1 247.0992 -1.84
248.0711 C16H10NO2+ 1 248.0706 1.95
248.1066 C17H14NO+ 1 248.107 -1.53
249.0791 C16H11NO2+ 1 249.0784 2.68
250.0863 C16H12NO2+ 1 250.0863 0.05
250.1224 C17H16NO+ 1 250.1226 -0.96
251.0944 C16H13NO2+ 1 251.0941 1.08
252.0657 C15H10NO3+ 1 252.0655 0.75
252.1019 C16H14NO2+ 1 252.1019 0.05
258.0908 C18H12NO+ 1 258.0913 -2.22
260.1068 C18H14NO+ 1 260.107 -0.67
262.0861 C17H12NO2+ 1 262.0863 -0.5
262.1224 C18H16NO+ 1 262.1226 -0.89
263.0944 C17H13NO2+ 1 263.0941 1.07
264.066 C16H10NO3+ 1 264.0655 1.74
264.1017 C17H14NO2+ 1 264.1019 -0.72
266.1186 C17H16NO2+ 1 266.1176 4.11
273.0785 C18H11NO2+ 1 273.0784 0.08
274.0865 C18H12NO2+ 1 274.0863 0.81
276.1023 C18H14NO2+ 1 276.1019 1.26
278.1178 C18H16NO2+ 1 278.1176 1.04
288.1024 C19H14NO2+ 1 288.1019 1.72
290.082 C18H12NO3+ 1 290.0812 2.81
290.1169 C19H16NO2+ 1 290.1176 -2.37
306.1138 C19H16NO3+ 2 306.1125 4.3
PK$NUM_PEAK: 151
PK$PEAK: m/z int. rel.int.
67.0543 1116.6 26
77.0387 1250.6 30
79.0543 4280.9 103
80.0495 5031.3 121
81.0573 1261.9 30
81.0699 2474.7 59
82.065 1425.7 34
91.0542 5790.1 139
93.0574 10320.3 248
93.0699 1956.6 47
94.0652 4726.6 113
96.0808 2315.2 55
105.0449 1225.8 29
105.0701 1358.5 32
106.0652 10536 254
108.0809 4694.3 113
115.0541 1700.5 41
117.07 1324.5 31
118.0651 1119.6 26
122.06 3138.3 75
129.0698 1560.2 37
130.0651 2908.6 70
132.0806 1201.8 28
133.0527 1276.5 30
134.0603 1578.1 38
142.0654 3297.3 79
143.0729 1274 30
144.0808 2579.6 62
145.0648 1976.7 47
146.0603 6155.7 148
147.0679 3556.4 85
148.0394 2686.2 64
148.0757 1554.1 37
154.0653 7214 173
155.0608 1429.2 34
155.073 3590.9 86
156.0808 3772 90
158.0601 10160.9 244
158.073 1580.3 38
159.0675 2461.4 59
160.0759 4920.8 118
162.0549 1668.7 40
163.0635 1709.9 41
167.0733 2292 55
168.0811 2839.7 68
169.0525 2677 64
170.0601 35323.9 851
171.068 2293.3 55
172.0759 19219.7 463
173.0836 2763.3 66
174.0549 1914.3 46
174.0678 1769 42
176.0702 1246.9 30
178.086 1420.4 34
180.0808 3325.1 80
182.0602 9549.8 230
183.0678 9401.5 226
184.0758 20802.2 501
185.0836 41433.1 999
186.055 19901.3 479
186.0911 3048.2 73
187.0624 1118.1 26
188.0707 3464 83
188.1075 1034.4 24
190.0867 3269.5 78
191.0724 1558.2 37
192.0656 2088.7 50
192.0806 1941.2 46
193.0889 1860.2 44
194.06 2394.7 57
194.0963 1381.6 33
196.0757 7589.2 182
197.0835 6661.4 160
198.0551 41391.2 997
198.0915 3645.6 87
199.0629 2453.2 59
200.0706 15090.1 363
201.0785 9918.1 239
202.0862 2071.8 49
204.0812 2928.3 70
205.0886 2320 55
206.0596 2930.3 70
206.096 2747.2 66
207.0678 1718.9 41
208.0757 8335.4 200
208.1121 1150.1 27
209.0835 4513.4 108
210.0554 1563.7 37
210.0914 7071.5 170
211.0627 2955.7 71
212.0708 11161.9 269
213.0784 41147.1 992
214.0499 22335.7 538
214.0866 3818.8 92
216.1019 17880.7 431
217.0887 3270.3 78
218.0963 2405.3 57
219.0681 2099.6 50
220.0758 9547.8 230
221.0834 4965.9 119
222.0555 2261.9 54
222.0913 5600.9 135
223.1 3791.9 91
224.0706 6601.7 159
224.1063 2073.2 49
225.0783 2534.4 61
226.0859 5450.8 131
227.0943 2100.5 50
228.0654 8535.5 205
228.1016 1569 37
229.0733 16670.7 401
230.0958 1333 32
232.0756 3369.6 81
233.0834 4577.3 110
234.055 1497.5 36
234.0914 10289.8 248
235.0995 3884.5 93
236.0705 12458.7 300
236.107 8606.1 207
238.0862 6316.9 152
240.0656 1989 47
240.1023 2483.7 59
244.0968 5469.7 131
246.0557 1305.9 31
246.0914 3142.5 75
247.0637 1141.8 27
247.0987 1800.7 43
248.0711 4798.7 115
248.1066 5054.3 121
249.0791 3325.5 80
250.0863 5162.5 124
250.1224 2053.6 49
251.0944 5369.1 129
252.0657 4704.1 113
252.1019 1789.1 43
258.0908 2139.9 51
260.1068 1550.8 37
262.0861 3961.8 95
262.1224 1329.9 32
263.0944 3606.9 86
264.066 2303.7 55
264.1017 5792 139
266.1186 1951.1 47
273.0785 1123.5 27
274.0865 1603.3 38
276.1023 2593.5 62
278.1178 2575.8 62
288.1024 1415 34
290.082 1148.8 27
290.1169 1264.7 30
306.1138 1983.2 47
//
